Synthesis 2012; 44(12): 1874-1884
DOI: 10.1055/s-0031-1290950
special topic
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 2-Indol-3-ylbenzofulvenes through a Tandem Reaction Catalyzed by Cationic Gold(I) Complexes

Estela Álvarez
a  Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain, Fax: +(34)947258831   Email: rsd@ubu.es
,
Delia Miguel
a  Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain, Fax: +(34)947258831   Email: rsd@ubu.es
,
Patricia García-García
a  Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain, Fax: +(34)947258831   Email: rsd@ubu.es
,
Manuel A. Fernández-Rodríguez
a  Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain, Fax: +(34)947258831   Email: rsd@ubu.es
,
Félix Rodríguez
b  Instituto Universitario de Química Organometálica ‘Enrique Moles’, Universidad de Oviedo, C/ Julián Clavería, 8, 33006 Oviedo, Spain
,
Roberto Sanz*
a  Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain, Fax: +(34)947258831   Email: rsd@ubu.es
› Author Affiliations
Further Information

Publication History

Received: 08 March 2012

Accepted: 30 March 2012

Publication Date:
04 May 2012 (eFirst)

Dedicated to our good friend Professor Francisco J. Fañanás on the occasion of his 60th birthday

Abstract

A new access to benzofulvenes bearing an indol-3-yl substituent at C-2 has been developed. Treatment of 3-propargylindoles possessing an additional hydroxy group at the other pro­pargylic position with a cationic gold(I) complex triggers a tandem 1,2-indole migration/aura-iso-Nazarov cyclization/elimination sequence that takes place under mild conditions.

Supporting Information

 
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